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Merck

C8395

Cephradine

≥90.0% (Cephradine, HPLC)

Synonym(s):

Cefradin

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About This Item

Empirical Formula (Hill Notation):
C16H19N3O4S
CAS Number:
38821-53-3
Molecular Weight:
349.40
NACRES:
NA.85
PubChem Substance ID:
24278342
UNSPSC Code:
51282517
MDL number:
MFCD00865048

Key Documents

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InChI

1S/C16H19N3O4S/c1-8-7-24-15-11(14(21)19(15)12(8)16(22)23)18-13(20)10(17)9-5-3-2-4-6-9/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1

SMILES string

[H][C@]12SCC(C)=C(N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CCC=CC3)C(O)=O

InChI key

RDLPVSKMFDYCOR-UEKVPHQBSA-N

assay

≥90.0% (Cephradine, HPLC)

form

powder

solubility

ethanol: practically insoluble 96%, hexane: practically insoluble, water: slightly soluble

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

cell wall synthesis | interferes

storage temp.

2-8°C

Quality Level

200

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1 of 4

This Item
1102805BP063Y0000568
Cephradine ≥90.0% (Cephradine, HPLC)

Sigma-Aldrich

C8395

Cephradine

USP

USP

1102805

Cephradine

Cephradine British Pharmacopoeia (BP) Reference Standard

BP063

Cephradine

Cefradine for peak identification European Pharmacopoeia (EP) Reference Standard

Y0000568

Cefradine for peak identification

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

antibiotic activity spectrum

-

Quality Level

200

Quality Level

-

Quality Level

-

Quality Level

-

assay

≥90.0% (Cephradine, HPLC)

assay

-

assay

-

assay

-

form

powder

form

-

form

crystalline powder

form

-

solubility

ethanol: practically insoluble 96%, water: slightly soluble, hexane: practically insoluble

solubility

-

solubility

-

solubility

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

General description

Chemical structure: β-lactam

Application

Cefradin was used to study the effect of expression, binding, and inhibition of PBP3 and other penicillin-binding proteins (PBPs) on bacterial cell wall mucopeptide synthesis.

Biochem/physiol Actions

Cefradin is a semi-synthetic cephalosporin that inhibits the last stage of bacterial cell wall synthesis by binding to certain penicillin-binding proteins (PBPs), such as PBP3, which results in cell lysis. Cell lysis is mediated by bacterial cell wall autolytic enzymes. It is effective against Gram-positive and Gram-negative bacteria. Cefradin may also interfere with autolysin inhibitors.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000485084
0000485084
0000458076
0000458076
0000235481

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Yunmei Liang et al.
Acta paediatrica (Oslo, Norway : 1992), 97(12), 1681-1685 (2008-08-12)
To analyse the characteristics of Streptococcus pyogenes isolates from Chinese children with scarlet fever. Minimal inhibitory concentration with nine antibiotics was performed on 145 Streptococcus pyogenes isolates acquired from Beijing and Shanghai in 2007. Their macrolide-resistant genes (mefA, ermB and
Yan-Bin Xu et al.
Ecotoxicology (London, England), 24(7-8), 1788-1797 (2015-07-05)
Binary pollution of both heavy metals and antibiotics has received increasing attentions for their joint effects of eco-toxicity and health hazards. To reveal the effects of mixtures of different pollutants on bacterial antioxidant response system, Pseudomonas fluorescens ZY2, a new
James R Adams et al.
The British journal of oral & maxillofacial surgery, 46(8), 673-674 (2008-05-20)
Dental infections are associated with a range of serious complications. The orofacial region provides potential spaces in the tissue that infections of dental origin can occupy. We describe the subtemporal extension of a dental infection, the late development of cranial
J Q Chen et al.
Journal of hazardous materials, 209-210, 520-523 (2012-02-07)
Two common freshwater algae Microcystis aeruginosa and Scenedesmus obliquus were employed as test organism to evaluate the toxic effects of the widely used antibiotic, cefradine. In general, cefradine had significantly toxic effect on population growth and chlorophyll-a accumulation of two
Zhuming Wang et al.
Journal of fluorescence, 19(5), 801-808 (2009-04-04)
It was first found that the intrinsic fluorescence of lysozyme at 340 nm can be quenched by cephalosporin analogues through the static quenching and non-radiative energy transferring procedure. In the acetate buffer solution with pH 7.0 and 298 K, the
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